US8298557B2 - Cleansing cosmetic composition - Google Patents

Cleansing cosmetic composition Download PDF

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US8298557B2
US8298557B2 US13/000,349 US200913000349A US8298557B2 US 8298557 B2 US8298557 B2 US 8298557B2 US 200913000349 A US200913000349 A US 200913000349A US 8298557 B2 US8298557 B2 US 8298557B2
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mass
cleansing
oil
makeup
cosmetic composition
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US20110123650A1 (en
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Tomohiko Kimura
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Shiseido Co Ltd
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Shiseido Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/893Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by an alkoxy or aryloxy group, e.g. behenoxy dimethicone or stearoxy dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/897Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing halogen, e.g. fluorosilicones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14Preparations for removing make-up

Definitions

  • the present invention relates to a cleansing cosmetic composition that has a high cleansing power for makeup, particularly, difficult-to-remove makeup such as mascara, can quickly remove makeup from the skin, is easily applicable onto the skin without dripping, etc., in use, and is washed off thoroughly.
  • a cleansing cosmetic composition that has a high cleansing power for makeup, particularly, difficult-to-remove makeup such as mascara, can quickly remove makeup from the skin, is easily applicable onto the skin without dripping, etc., in use, and is washed off thoroughly.
  • cleansing cosmetic compositions used in makeup cleansing are broadly classified into two: wipe-off and wash-off types.
  • wipe-off type has been used in conveniently removing makeup composed mainly of oil, such as mascara or lipstick.
  • the wipe-off type is a manner in which a tissue or cotton is moistened with a cleansing cosmetic composition, the melting action of which helps makeup come off, and thus, the makeup is wiped off with the tissue or cotton. Since the high melting action of oil contained in the cleansing cosmetic composition influences its makeup cleansing power, the selection of the formulated oil is important.
  • a nonaqueous cleansing composition has been proposed which is formulated with isoparaffin hydrocarbon, chain dimethylpolysiloxane, and other oils (Patent Document 1).
  • bases which comprise oil that is easily rinsed off. They contain 50% or more liquid oil which is formulated with a surfactant therein. Such formulations are provided with water washability such that the surfactant emulsifies the oil during washing off with water. These compositions are generally called cleansing oils. Briefly, the characteristics of the wash-off type are added to those of the wipe-off type.
  • cleansing oils there have been proposed a composition comprising liquid oil, a nonionic surfactant in a liquid or paste state, and 0.1 to 2.0% by weight of water (Patent Document 2), a composition comprising a mixture of 60 to 85% by weight of a liquid oil agent and a nonionic surfactant, and 12% by weight or less of water (Patent Documents 3 and 4), etc.
  • the cleansing oils are characterized in that the oil and the surfactant occupy the most part of the composition, as in the wipe-off type, and water is formulated in a small amount.
  • the cleansing oils which contain a large amount of oil, are unpleasant due to an oily feel during application and are also unpleasant due to the viscosities of emulsions formed from the oil washed off with water, leaving a slimy feel on the skin.
  • the cleansing oils with the composition as described above are in a liquid state having a viscosity as low as 100 mPa ⁇ s or lower, usually 70 mPa ⁇ s or lower, and therefore have presented the problem that they are difficult to apply because of dripping when put on the hand for application or running on the face during application.
  • this cleansing composition cannot overcome the dripping problem seen in cleansing oils, because the composition has a low viscosity, albeit with reduced oiliness.
  • this cleansing composition has also presented problems in safety or usability (e.g., sore eyes resulting from the cleansing composition that has entered the eyes), because it comprises ester or ether of a lauryl or tetradecyl group and a hydrophilic substance, lauryl alcohol, and lauric acid.
  • cleansing gels in a gel state or cleansing creams in a cream state have been developed as easily applicable compositions improved in dripping.
  • the cleansing gels refer to compositions whose viscosity is enhanced with an acrylic thickener, water-soluble polysaccharides, agar, a cellulose thickener, or the like to disperse oil. Based on such an approach, methods have been proposed which are intended to prevent dripping from the hand or face during application and allow a cleansing composition to easily blend into makeup (Patent Documents 6 to 9).
  • the cleansing creams have a viscosity derived from an O/W-type emulsified state, which prevents dripping from the hand or face during application and allows the composition to easily blend into makeup. Therefore, to melt makeup into the oil, the emulsified state must be destroyed to release the oil. Thus, the blending into makeup takes much time, and quick removal of makeup is difficult to achieve. Moreover, they also have presented the problem that dirt in minute areas in pores or sulcus cutis on the skin is difficult to remove due to their high viscosities.
  • An object of the present invention is to provide a cleansing cosmetic composition that quickly removes makeup from the skin, is easily applicable onto the skin without dripping from the hand or running on the face during application, and can freshen the skin because of being washed off thoroughly.
  • the present inventors have conducted diligent studies and consequently completed the present invention by finding that a cleansing cosmetic composition that contains silicone oil and volatile hydrocarbon oil at a particular ratio, further contains dihydric glycol, polyoxyethylene glyceryl fatty acid ester, and water, and has a viscosity within a particular range can solve all the problems described above.
  • the present invention provides a cleansing cosmetic composition
  • a cleansing cosmetic composition comprising
  • R 1 , R 2 , and R 3 represents a saturated or unsaturated higher aliphatic hydrocarbon group having 14 to 22 carbon atoms, and the other moieties each represent a hydrogen atom; and l, m, and n each represent a positive integer, and
  • a cleansing cosmetic composition according to the present invention is easily applicable onto the skin without dripping from the hand or running on the face in use, and can freshen the skin because of being washed off thoroughly. Moreover, the cleansing cosmetic composition of the present invention has a high cleansing power, is less irritating (e.g., less smarting eyes), and is also excellent in its functions and safety.
  • Silicone oil (component (1) described above) used in a cleansing cosmetic composition according to the present invention may be any of volatile and non-volatile silicone oils and can be selected appropriately from those conventionally used in cosmetics, etc.
  • volatile silicone oil examples include: chain silicone oils (chain polysiloxanes) such as decamethyltetrasiloxane, hexamethyldisiloxane, and dodecamethylpentasiloxane; and cyclic silicone oils (cyclic polysiloxanes) such as hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and methylpolycyclosiloxane.
  • chain silicone oils chain polysiloxanes
  • cyclic silicone oils cyclic polysiloxanes
  • non-volatile silicone oil examples include modified silicone oils such as dimethylpolysiloxane, phenylmethylpolysiloxane, methylhydrogenpolysiloxane, polyether-modified silicone, alkyl-modified silicone, higher fatty acid ester-modified silicone, higher alkoxy-modified silicone, phenol-modified silicone, fluorine-modified silicone, and cross-linked organopolysiloxane.
  • modified silicone oils such as dimethylpolysiloxane, phenylmethylpolysiloxane, methylhydrogenpolysiloxane, polyether-modified silicone, alkyl-modified silicone, higher fatty acid ester-modified silicone, higher alkoxy-modified silicone, phenol-modified silicone, fluorine-modified silicone, and cross-linked organopolysiloxane.
  • silicone oils decamethylcyclopentasiloxane and phenylmethylpolysiloxane are particularly preferable from the viewpoint of a makeup cleansing power, though the silicone oil is not limited to them.
  • one of or two or more of such volatile and/or non-volatile silicone oils may be used.
  • the amount of the silicone oil formulated in the cleansing cosmetic composition of the present invention is 1 to 15% by mass, preferably 2 to 10% by mass.
  • the amount of the silicone oil formulated is smaller than 1% by mass, the resulting composition has an insufficient makeup cleansing power.
  • the silicone oil is formulated in an amount exceeding 15% by mass, the resulting composition is unpleasant due to a strong oily feel during blending into makeup and is not favorable in terms of feeling of residues after washing off.
  • Volatile hydrocarbon oil (component (2) described above) used in the cleansing cosmetic composition according to the present invention is cyclic or linear hydrocarbon oil appropriately selected from those conventionally used in cosmetics, etc., and may be formulated alone or as a mixture.
  • Non-volatile hydrocarbon oil tends to remain on the skin and does not freshen the skin after rinsing. In addition, it is not excellent in oily texture after towel dry. Thus, it is important for the cleansing cosmetic composition of the present invention to use volatile hydrocarbon oil.
  • Examples of the volatile hydrocarbon oil that can be used in the present invention can include isoparaffins.
  • Specific examples of the isoparaffins include light isoparaffin, light liquid isoparaffin, heavy liquid isoparaffin, liquid isoparaffin, hydrogenated polyisobutene, isohexadecane, and isododecane. Among them, isododecane and isohexadecane are particularly preferable in terms of a makeup cleansing power.
  • the amount of the volatile hydrocarbon oil formulated in the cleansing cosmetic composition of the present invention is 1 to 15% by mass, preferably 2 to 10% by mass.
  • the amount of the volatile hydrocarbon oil formulated is smaller than 1% by mass, the resulting composition has an insufficient makeup cleansing power.
  • the amount of the volatile hydrocarbon oil formulated exceeds 15% by mass, the resulting composition is unpleasant due to a strong oily feel during blending into makeup and is not favorable in terms of residues after washing off.
  • compositions for example, foundation, lipstick, and mascara, often contain silicone oil and hydrocarbon oil.
  • silicone oil and hydrocarbon oil for cleansing off such makeup, it is important that the composition well blends into these oil components. Therefore, the cleansing cosmetic composition of the present invention, which contains both the silicone oil and the hydrocarbon oil (volatile), is particularly effective for cleansing off such makeup.
  • the cleansing cosmetic composition of the present invention has a weight ratio between the silicone oil and the volatile hydrocarbon oil (silicone oil/volatile hydrocarbon oil) that falls within the range of 0.3 to 3, more preferably 0.5 to 2. As a result, the cleansing cosmetic composition exerts an excellent makeup cleansing power. When this ratio is smaller than 0.3 or larger than 3, the resulting composition tends to have a reduced cleansing power and offer no fresh feel after rinse.
  • Dihydric glycol (component (3) described above) used in the cleansing cosmetic composition according to the present invention is one or two or more selected from, but not limited to, for example, 1,3-butylene glycol, 1,4-butylene glycol, 2,3-butylene glycol, 2,3-dimethyl-2,3-butylene glycol, dipropylene glycol, and ethylene glycol.
  • the dihydric glycol according to the present invention may play a role in adjusting the viscosity of the composition, mildly cleansing the skin, and stabilizing the composition.
  • the amount of the dihydric glycol formulated in the cleansing cosmetic composition of the present invention is 5 to 20% by mass, preferably 5 to 15% by mass.
  • the amount of the dihydric glycol formulated is smaller than 5% by mass, the resulting composition has a reduced viscosity and low moisturizes the cleansed skin.
  • the amount of the dihydric glycol formulated exceeds 20% by mass, the resulting composition tends to have poor stability.
  • Polyoxyethylene glyceryl fatty acid ester (component (4) described above) used in the cleansing cosmetic composition according to the present invention is selected from those represented by the following formula:
  • R 1 , R 2 , and R 3 represents a saturated or unsaturated higher aliphatic hydrocarbon group having 14 to 22 carbon atoms, and the other moieties each represent a hydrogen atom; and l, m, and n each represent a positive integer.
  • polyoxyethylene glyceryl fatty acid esters represented by the formula above monoester forms are particularly preferable, and those having an average degree of ethylene oxide polymerization of 6 to 20, more preferably 7 to 10, in one molecule are preferable.
  • the formulation of such polyoxyethylene glyceryl fatty acid ester selected further improves the makeup cleansing power and the fresh feel after washing off. Specific examples thereof include polyoxyethylene (8) glyceryl monoisostearate, polyoxyethylene (10) glyceryl monoisostearate, and polyoxyethylene (20) glyceryl monoisostearate.
  • the amount of the polyoxyethylene glyceryl fatty acid ester formulated in the cleansing cosmetic composition of the present invention is 5 to 40% by mass, preferably 20 to 35% by mass.
  • the amount of the polyoxyethylene glyceryl fatty acid ester formulated is smaller than 5% by mass, the resulting composition poorly rinses during washing off.
  • the amount of the polyoxyethylene glyceryl fatty acid ester formulated exceeds 40% by mass, the resulting composition may be irritating to the skin or eyes.
  • the cleansing cosmetic composition of the present invention comprises, in addition to the components (1) to (4), 15 to 88% by mass, preferably 30 to 70% by mass of water (component (5) described above).
  • component (5) described above.
  • the amount of water formulated is smaller than 15%, the resulting composition hardly offers a fresh feel in use or a moisture feel during application.
  • the amount of water formulated exceeds 88% by mass, the resulting composition has a reduced makeup cleansing power.
  • the cleansing cosmetic composition of the present invention has a viscosity that is adjusted, as a whole, to 100 to 500 mPa ⁇ s at 25° C.
  • the resulting composition has problems in use such as dripping from the hand or running on the face during application.
  • the viscosity exceeds 500 mPa ⁇ s, the resulting composition has a reduced makeup cleansing power because the base hardly enters minute projections and depressions on the skin surface.
  • the resulting composition is poorly spreadable during application.
  • the cleansing cosmetic composition according to the present invention may be formulated with, in addition to the essential components (1) to (5), a surfactant without impairing the effect of the present invention.
  • the surfactant used in the present invention is not particularly limited by types and can be selected appropriately from anionic, cationic, amphoteric, and nonionic surfactants.
  • the cleansing cosmetic composition according to the present invention can be formulated with, in addition to the surfactant, components usually used in cosmetic compositions or pharmaceuticals, without impairing the effect of the present invention.
  • Examples of the components that can be formulated therein include moisturizers, powder components, liquid oil and fat, solid oil and fat, waxes, hydrocarbon oil, higher fatty acid, higher alcohol, synthetic ester oil, natural water-soluble polymers, semi-synthetic water-soluble polymers, synthetic water-soluble polymers, thickeners, UV absorbers, sequestering agents, lower alcohol, polyhydric alcohol, monosaccharide, oligosaccharide, polysaccharide, amino acids, organic amine, polymer emulsions, pH adjusters, antioxidants, antioxidative aids, antiseptics, antiphlogistics, skin-lightening agents, various extracts, excipients, blood circulation enhancing agents, antiseborrheic agents, and anti-inflammatory agents.
  • composition was placed in a cubic container of 2 cm square and visually observed from the side for its transparency at 25° C. When the composition was a single uniform layer through which the other side of the container was seen, it was determined as being transparent (stable):
  • the viscosity of the cleansing cosmetic composition of each Example or Comparative Example was measured at 25° C. using a Brookfield viscometer, and the obtained values of viscosity were classified as follows:
  • the cleansing cosmetic composition of each Example or Comparative Example was actually used by 20 persons. When even one person complained of pain in the eye, it was indicated as “X”. When no one complained of pain in the eye, it was indicated as “A”.
  • the cleansing cosmetic composition of Comparative Example 3 which was free from dihydric glycol, was inferior in makeup cleansing power, had poor appearance stability, and also low moisturized the skin.
  • the composition of Comparative Example 4 which was free from polyoxyethylene glyceryl monoisostearate, failed to remove the makeup, while the composition of Comparative Example 5 formulated with PEG12 laurate was improper due to pain in eyes.
  • composition of Comparative Example 10 containing polyoxyethylene glyceryl monoisostearate formulated in an amount smaller than 5% by mass was inferior in makeup cleansing power, while the composition of Comparative Example 11 containing larger than 40% by mass of polyoxyethylene glyceryl monoisostearate was confirmed to have too high viscosity and sometimes produce pain in eyes.
  • a makeup cleansing cosmetic composition with the following composition was prepared:
  • Component Amount formulate (% by mass) Water balance Isododecane 5% Isohexadecane 2% Liquid paraffin 0.5% Decamethylcyclopentasiloxane 5% Phenylmethylpolysiloxane 3% Glycerin 0.5% Dipropylene glycol 5% 1,3-butylene glycol 7% PEG8 glyceryl isostearate 30% Alcohol 3% Citric acid 0.1% Sodium citrate 0.5% Moisturizing amino acid 0.1% Green tea extract 0.1% Peppermint extract 0.1% Iris florentina root extract 0.1% Chamomilla extract 0.1% Ascorbic acid glucoside 0.1% L-serine 0.05% Chelating agent q.s. Antioxidant q.s. Perfume q.s. (Production Method)
  • the cleansing cosmetic composition of Example 6 was excellent in makeup cleansing power, offered a fresh texture after rinse, and had excellent stability and excellent usability without dripping from the hand.
US13/000,349 2008-06-19 2009-06-16 Cleansing cosmetic composition Active US8298557B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2008-159940 2008-06-19
JP2008159940A JP4274491B1 (ja) 2008-06-19 2008-06-19 クレンジング化粧料
PCT/JP2009/002720 WO2009153963A1 (ja) 2008-06-19 2009-06-16 クレンジング化粧料

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US20110123650A1 US20110123650A1 (en) 2011-05-26
US8298557B2 true US8298557B2 (en) 2012-10-30

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US (1) US8298557B2 (zh)
EP (1) EP2308457B1 (zh)
JP (1) JP4274491B1 (zh)
KR (1) KR101026126B1 (zh)
CN (2) CN102065828A (zh)
ES (1) ES2713549T3 (zh)
TW (1) TWI453039B (zh)
WO (1) WO2009153963A1 (zh)

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JP2010229050A (ja) * 2009-03-26 2010-10-14 Shiseido Co Ltd 可溶化組成物
JP4629799B2 (ja) * 2009-03-27 2011-02-09 株式会社資生堂 油中水型乳化組成物
EP2412364A4 (en) * 2009-03-27 2013-01-02 Shiseido Co Ltd SOLUBILIZED COMPOSITION
JP6006152B2 (ja) * 2012-08-24 2016-10-12 株式会社ナリス化粧品 クレンジング化粧料
JP6343802B2 (ja) * 2013-07-03 2018-06-20 ポーラ化成工業株式会社 皮膚洗浄用組成物
JP6892383B2 (ja) 2014-12-18 2021-06-23 ロレアル 皮膚の外観を改善するための組成物及び方法
WO2016131687A1 (en) 2015-02-19 2016-08-25 Unilever Plc Fast rinsing cleansing composition
JP6026615B1 (ja) * 2015-09-30 2016-11-16 株式会社ナリス化粧品 バイコンティニュアス型クレンジング化粧料
US10835479B2 (en) 2015-12-31 2020-11-17 L'oreal Systems and methods for improving the appearance of the skin
US10292922B2 (en) * 2015-12-31 2019-05-21 L'oreal Silicone-wax dispersion compositions for removing cosmetic films
KR101909446B1 (ko) * 2017-03-24 2018-10-18 조선대학교산학협력단 α-헤모라이신 단백질과 항미생물 펩티드를 함유하는 수계 시료 내의 박테리아 검출용 센서 및 상기 센서를 이용한 수계 시료 내의 박테리아 검출 방법
CN108014031B (zh) * 2017-12-27 2020-10-30 花安堂生物科技集团有限公司 一种卸妆油及其制备方法
JP7420463B2 (ja) * 2018-02-27 2024-01-23 株式会社ヤクルト本社 クレンジング化粧料
JP7359568B2 (ja) * 2019-05-16 2023-10-11 株式会社マンダム 乳化クレンジング化粧料
CN115317406B (zh) * 2022-07-04 2023-10-10 广东柏俐臣生物科技有限公司 一种可清洁和滋养皮肤的洁肤膏组合物及制备方法

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EP2308457A4 (en) 2014-08-20
EP2308457A1 (en) 2011-04-13
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